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Merck
CN
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文件

安全信息

690414

Sigma-Aldrich

丙二腈

Arxada quality, ≥99.0% (calculated, GC, KF)

别名:

二氰基甲烷

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About This Item

线性分子式:
CH2(CN)2
CAS号:
109-77-3
分子量:
66.06
Beilstein:
773697
EC 号:
203-703-2
MDL编号:
MFCD00001883
UNSPSC代码:
12352100
PubChem化学物质编号:
329761337
NACRES:
NA.22

质量水平

100

检测方案

≥99.0% (calculated, GC, KF)

形式

liquid

质量

Arxada quality

制造商/商品名称

Arxada AG

杂质

≤0.10% water
≤0.50% (E)-2-butenedinitrile
≤0.50% (Z)-2-butenedinitrile
≤0.50% butanedinitrile

bp

220 °C (lit.)

mp

30-32 °C (lit.)

密度

1.049 g/mL at 25 °C (lit.)

储存温度

2-8°C

SMILES字符串

N#CCC#N

InChI

1S/C3H2N2/c4-2-1-3-5/h1H2

InChI key

CUONGYYJJVDODC-UHFFFAOYSA-N

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相关类别

应用

Malononitrile is an active methylene reagent useful for condensation reactions to synthesize various synthetic intermediates and heterocycles. It is extensively used in the Knoevenagel condensation with various aldehydes and ketones.
Some of the reactions where malononitrile is used as a reactant are:
  • Synthesis of 2-pyran-4-ylidene-malononitrile (PM) based red light emitting polymers.
  • Synthesis of polysubstituted dihydropyridines.
  • Synthesis of various chromene derivatives upon treating with salicylic aldehydes.
  • Synthesis of triselenium dicyanide by treating it with selenium dioxide.

象形图

Skull and crossbonesEnvironment
GHS06,GHS09

警示用语：

Danger

危险分类

Acute Tox. 2 Oral - Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Irrit. 2 - Skin Sens. 1

WGK

WGK 3

闪点(°F)

closed cup

闪点(°C)

closed cup

个人防护装备

dust mask type N95 (US), Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

法规信息

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The condensation of salicylaldehydes and malononitrile revisited: synthesis of new dimeric chromene derivatives.
Costa, Marta et al.
The Journal of Organic Chemistry, 73(5), 1954-1962 (2008)
Synthesis and characterization of new red-emitting polyfluorene derivatives containing electron-deficient 2-pyran-4-ylidene- malononitrile moieties.
Peng, Qiang et al.
Macromolecules, 37(2), 260-266 (2004)
Malononitrile.
e-EROS Encyclopedia of Reagents for Organic Synthesis. (2001)
Synthesis of polysubstituted dihydropyridines by four-component reactions of aromatic aldehydes, malononitrile, arylamines, and acetylenedicarboxylate.
Sun, Jing et al.
Organic Letters, 12(16), 3678-3681 (2010)
Triselenium dicyanide from malononitrile and selenium dioxide. One-pot synthesis of selenocyanates.
Kachanov, Andrey V et al.
Tetrahedron Letters, 45(23), 4461-4463 (2004)
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